Well, here's my first digital portrait! It is of the fantastic actor, Jake Gyllenhaal. If you don't know him, and would like to, go rent one of his movies like Donnie Darko or look him up on IMDb.com
This was made entirely in Corel Painter Essentials 2 with a Wacom Intuos tablet. I freehand; no tracing was done.
It took me roughly around 19 hours to complete in the span of a few days.
Reference photo: [link]
Digital painting (c) myself.